EP0319059B1 - Hybrid diesel fuel composition - Google Patents
Hybrid diesel fuel composition Download PDFInfo
- Publication number
- EP0319059B1 EP0319059B1 EP88202480A EP88202480A EP0319059B1 EP 0319059 B1 EP0319059 B1 EP 0319059B1 EP 88202480 A EP88202480 A EP 88202480A EP 88202480 A EP88202480 A EP 88202480A EP 0319059 B1 EP0319059 B1 EP 0319059B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- diesel fuel
- process according
- water
- active agent
- sodium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/32—Liquid carbonaceous fuels consisting of coal-oil suspensions or aqueous emulsions or oil emulsions
- C10L1/328—Oil emulsions containing water or any other hydrophilic phase
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
Definitions
- This invention relates to a hybrid Diesel fuel composition.
- hybrid Diesel fuel compositions be thermodinamically stable microemulsions, that is to say, that they may undergo a number of manipulations such as pumping, storage and other like operations with a minimum hazard of splitting of such microemulsions.
- methanol is inherently insoluble in the Diesel fuels, while ethanol can be blended in any proportions with Diesel fuels, but even tiny amounts of water suffice to bring about phase splitting.
- US-A-4 451 267 has suggested to use a surface-active agent, or a blend of such agents, in order to improve Diesel fuel compositions containing a conventional Diesel fuel, lower alcohols and water.
- EP-A- 0 117 915 has suggested not to use surface-active agents, but, rather, to adopt higher alcohols to stabilize blends of conventional Diesel fuel, lower alcohols and water.
- the present invention provides a hybrid Diesel fuel composition containing a Diesel fuel, a surface-active agent and water, which is characterized in that it further contains fusel oil.
- Fusel oil is a by-product of the alcoholic fermentation of starches and sugars and is obtained by the redistillation of the crude ethanol: it is composed chiefly of 3-methyl-1-butanol (isoamyl alcohol) and 2-methyl-1-butanol (levorotatory), together with ethyl, n-propyl and isobutyl alcohols, water, and traces of n-butyl alcohol, 1-pentanol, and hexyl and heptyl alcohols, plus traces of aldehydes, acids, esters, pyridine and sometimes alkaloids.
- Fusel oil is usually supplied in a crude and a refined grade: to the purposes of this invention, crude fusel oil is mainly considered, and this is a significant economical asset as compared with using refined higher alcohols.
- a reportedly typical fusel oil composition comprises, on a weight basis, 38% of isoamyl alcohol, 25% of isobutyl alcohol, 4,5% of isopropyl alcohol 13% of ethanol, 0,5% of methanol and other components, plus 19% of water.
- Refined fusel oil cold be used, of course, but it is not recommendable from an economical standpoint and it is not necessary.
- thermodynamically stable Diesel fuel microemulsion composition characterized by consisting of: from 69% to 78,3% of a Diesel fuel; from 14,2% to 15,9% of unrefined fusel oil; from 1,6% to 7,0% of an anionic surface-active agent, selected from the alkali metal- and the alkaline earth metal salts of a carboxylic acid selected from the alkylbenzenesulphonic acids containing from 9 to 15 carbon atoms in the alkyl moiety and the unsaturated higher fatty acids containing from 15 to 24 carbon atoms, and from 3,5% to 10% water, on an anhydrous weight basis, the weight percentage of water including the water contained in the unrefined fusel oil.
- anionic surface-active agents are sodium dodecylbenzenesulphonate, sodium oleate and sodium erucate.
- the Diesel fuel composition of this invention has the form of a microemulsion, that is, a colloidal dispersion, which is both transparent and thermodynamically stable: the mean diameter of the dispersed particles is less than one quarter-wavelength of the visible radiations.
- microemulsion is thermodynamically stable within a wide range of water content.
- a preferred composition is one in which water is, on a weight basis, from 5% to 6%, in order to have a fully satisfactory combustion run.
- such a preferred composition contains from 74,5% to 76,9% of Diesel fuel, from 15,1% to 15,6% of fusel oil, from 1,5% to 4,4% of surface-active agent, and from 5% to 6% of water.
- the selection of the surface-active agent is not particularly critical in this aspect of the invention.
- Diesel Fuel N 2 The most preferred Diesel fuel is Diesel Fuel N 2 according to the ASTM-Standards.
- compositions in this specification and claims are intended on an anhydrous weight basis, and the water content includes the water which is contained in the fusel oil as an impurity.
- Diesel fuel compositions of the present invention can be conveniently prepared and the microemulsion is formed spontaneously by merely homogeneizing the several, components thereof.
- any emulsion-preparing procedure can be adopted: thus, it is possible to add to the Diesel fuel a blend of fusel oil, surface-active agent and water, or, as an alternative, Diesel fuel and fusel oil can be preblended, whereafter the surface-active agent and the water are added sequentially with a not too vigorous stirring.
- the blend has been prepared by blending the Diesel fuel and the fusel oil in a weight ratio of 4:1, whereafter the surface-active agent has been added in variable amounts until obtaining a clear solution and water has been added eventually.
- microemulsions have been prepared, and sodium dodecylbenzenesulphonate was the surface-active agent adopted.
- compositions have been prepared, in the form of microemulsions, using sodium erucate as the surface-active agent.
- the percentages are by weight.
- compositions reported in the previous Examples have proven to be stable, since they did not show any symptoms of settling or emulsion splitting after a 3-month storage, both at room temperature (20 C-25 C) and at temperatures in the neighbourhood of 0 C.
- a further aspect of the present invention relates to the use of the surface-active agents, in that it has been ascertained that the alkali metal salts of the higher fatty acids, more particularly the sodium salts, though quite satisfactory under the respect of their use at low concentrations, exhibit the shortcoming of forming incrustations in the engine combustion chambers.
- the alkaline earth metal salts of the fatty acids aforementioned do not exhibit the incrustation drawback, but should be used in higher concentrations: in addition, such magnesium salts are poorly soluble in an aqueous environment.
- thermodynamically stable microemulsions can be obtained, which do not exhibit the incrustation defect.
- the weight ratio of the unsaturated higher fatty acid sodium salt to the unsaturated higher fatty acid magnesium salt is comprised between 90:10 and 40:60.
- a preferred composition prepared according to this principle contains, still on a weight basis, from 69% to 75.5% of a conventional Diesel fuel, from 17% to 19% of fusel oil, from 3.5% to 10% of water, and from 2% to 4% of a mixture of sodium and magnesium salts of unsaturated higher fatty acids containing from 16 to 24 carbon atoms, in the weight ratio of the former to the latter of from 90:10 to 40:60.
- the percentage of fusel oil is reckoned on an anhydrous weight basis, and the precentage of water includes the water contained in the fusel oil as an impurity.
- the Diesel fuel is any conventional fuel and ASTM ? 2 is preferred, as it is the most widely used for commercial and agricultural vehicles.
- raw fusel oil can safely be used, with economical and practical advantage.
- the preferred weight ratio of the sodium salt to the magnesium salt is comprised between 60:40 and 30:70 and still more preferred is a blend of sodium salt and magnesium salt in the weight proportions of 50:50, which gives the best desirable results in terms of microemulsion formation and reduction of the incrustation phenomena.
- a preferred suggested composition contains, on a weight basis, 73,1% of Diesel fuel, 18,3% of fusel oil, 6% of water and 2,6% of a surface-active agent consisting of a 50:50 by weight blend of sodium and magnesium salt of a higher unsaturated fatty acid having from 16 to 24 carbon atoms.
- compositions have been prepared, using the same Diesel fuel and the same fusel oil as used for Examples 1 to 3 hereof, to prepare the compositions of the ensuing Examples 4 to 8, and the blending procedure is the same as outlined hereinabove.
- a blend of Diesel fuel and fusel oil is prepared, the weight ratio of the former to the latter being 4:1.
- the ordinate is the concentration, in percent by weight, of the surface-active agent
- the abscissa is the concentration of water, also in percentage by weight.
- the surface-active agent is a 30:70 blend, on a weight basis, of sodium oleate and magnesium oleate.
- Example 4 The procedure is that of Example 4, and the surface-active agent, here, is a 50:50 by weight blend of sodium oleate and magnesium oleate.
- Example 4 The procedure is that of Example 4 again, and the surface-active agent is a 70:30 by weight blend of sodium oleate and magnesium oleate.
- the surface-active agent is sodium oleate alone.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
Description
- This invention relates to a hybrid Diesel fuel composition.
- It is highly desirable that such hybrid Diesel fuel compositions be thermodinamically stable microemulsions, that is to say, that they may undergo a number of manipulations such as pumping, storage and other like operations with a minimum hazard of splitting of such microemulsions.
- In order to overcome economical problems originated by the petroleum product crisis, hybrid Diesel fuel compositions have been suggested recently, which contained a fraction of alcohols, mainly methanol and ethanol.
- These additions, however, have originated technical problems, mainly connected with the intolerance to water, phase splitting and unsatisfactory rheological properties.
- Thus, for example, methanol is inherently insoluble in the Diesel fuels, while ethanol can be blended in any proportions with Diesel fuels, but even tiny amounts of water suffice to bring about phase splitting.
- The technical problem at stake was then that of providing hybrid Diesel fuel compositions which were less water-incompatible, on bearing in mind, also, the circumstance that water is a Diesel-fuel improver, in that it lowers the combustion temperature and reduces both the emission of fumes and the formation of nitrogen oxides.
- US-A-4 451 267 has suggested to use a surface-active agent, or a blend of such agents, in order to improve Diesel fuel compositions containing a conventional Diesel fuel, lower alcohols and water.
- EP-A- 0 117 915 has suggested not to use surface-active agents, but, rather, to adopt higher alcohols to stabilize blends of conventional Diesel fuel, lower alcohols and water.
- These approaches, however, have proven to be not entirely satisfactory because comparatively high amounts of surface-active agents are required to stabilize the emulsions or microemulsions satisfactorily, and, on the other hand, if no surface-active agents are used, the amounts of higher alcohols required are, again, comparatively high and this is an added cost.
- With either approach, however, both in the case of homogeneous blends and (micro)emulsions, the water compatibility generally leaves much to be desired in order to achieve a satisfactory combustion with reduced emission of fumes and nitrogen oxides.
- In order to offset the drawbacks of the prior art approaches outlined above, the present invention provides a hybrid Diesel fuel composition containing a Diesel fuel, a surface-active agent and water, which is characterized in that it further contains fusel oil.
- Fusel oil, as is well known, is a by-product of the alcoholic fermentation of starches and sugars and is obtained by the redistillation of the crude ethanol: it is composed chiefly of 3-methyl-1-butanol (isoamyl alcohol) and 2-methyl-1-butanol (levorotatory), together with ethyl, n-propyl and isobutyl alcohols, water, and traces of n-butyl alcohol, 1-pentanol, and hexyl and heptyl alcohols, plus traces of aldehydes, acids, esters, pyridine and sometimes alkaloids.
- Fusel oil is usually supplied in a crude and a refined grade: to the purposes of this invention, crude fusel oil is mainly considered, and this is a significant economical asset as compared with using refined higher alcohols. A reportedly typical fusel oil composition comprises, on a weight basis, 38% of isoamyl alcohol, 25% of isobutyl alcohol, 4,5% of isopropyl alcohol 13% of ethanol, 0,5% of methanol and other components, plus 19% of water. Refined fusel oil cold be used, of course, but it is not recommendable from an economical standpoint and it is not necessary.
- Having these considerations in mind, the present invention provides a thermodynamically stable Diesel fuel microemulsion composition, characterized by consisting of: from 69% to 78,3% of a Diesel fuel; from 14,2% to 15,9% of unrefined fusel oil; from 1,6% to 7,0% of an anionic surface-active agent, selected from the alkali metal- and the alkaline earth metal salts of a carboxylic acid selected from the alkylbenzenesulphonic acids containing from 9 to 15 carbon atoms in the alkyl moiety and the unsaturated higher fatty acids containing from 15 to 24 carbon atoms, and from 3,5% to 10% water, on an anhydrous weight basis, the weight percentage of water including the water contained in the unrefined fusel oil. Preferential examples of anionic surface-active agents are sodium dodecylbenzenesulphonate, sodium oleate and sodium erucate.
- The Diesel fuel composition of this invention has the form of a microemulsion, that is, a colloidal dispersion, which is both transparent and thermodynamically stable: the mean diameter of the dispersed particles is less than one quarter-wavelength of the visible radiations.
- Such a microemulsion is thermodynamically stable within a wide range of water content.
- A preferred composition is one in which water is, on a weight basis, from 5% to 6%, in order to have a fully satisfactory combustion run.
- More particularly, such a preferred composition contains from 74,5% to 76,9% of Diesel fuel, from 15,1% to 15,6% of fusel oil, from 1,5% to 4,4% of surface-active agent, and from 5% to 6% of water.
- The selection of the surface-active agent is not particularly critical in this aspect of the invention.
- The most preferred Diesel fuel is
Diesel Fuel N 2 according to the ASTM-Standards. - Thus, the economical advantage of using a cheap by product such as fusel oil is combined with that of using conventional anionic surface-active agents, which are readily available commercially.
- Conventional additives, such as cetane number improvers, corrosion inhibitors, metal deactivators and antioxidants can be used in the Diesel fuel compositions contemplated herein: generally, they represent about 1 % on the overall weight of the composition.
- The percentage compositions in this specification and claims are intended on an anhydrous weight basis, and the water content includes the water which is contained in the fusel oil as an impurity.
- A practical advantage of the Diesel fuel compositions of the present invention is that they can be conveniently prepared and the microemulsion is formed spontaneously by merely homogeneizing the several, components thereof.
- Any emulsion-preparing procedure can be adopted: thus, it is possible to add to the Diesel fuel a blend of fusel oil, surface-active agent and water, or, as an alternative, Diesel fuel and fusel oil can be preblended, whereafter the surface-active agent and the water are added sequentially with a not too vigorous stirring.
- The invention will be illustrated by a few examples, aided by the single Figure of the accompanying drawing, which is a plot reporting the concentration of certain surface-active agents and the corresponding concentration of water in the composition, which produce a thermodynamically stable composition.
- In the ensuing Examples from 1 to 3, a
Diesel Fuel N * 2, by AGIP PETROLI S.p.A. has been used, together with a crude fusel oil containing, on a weight basis: 38% of isoamyl alcohol, 25% of isobutyl alcohol, 4,5% of isopropyl alcohol, 13% of ethanol, 0,5% of methanol and others, and 19% of water. - The blend has been prepared by blending the Diesel fuel and the fusel oil in a weight ratio of 4:1, whereafter the surface-active agent has been added in variable amounts until obtaining a clear solution and water has been added eventually.
-
-
-
- The percentages are by weight.
- All the compositions reported in the previous Examples have proven to be stable, since they did not show any symptoms of settling or emulsion splitting after a 3-month storage, both at room temperature (20 C-25 C) and at temperatures in the neighbourhood of 0 C.
- A further aspect of the present invention relates to the use of the surface-active agents, in that it has been ascertained that the alkali metal salts of the higher fatty acids, more particularly the sodium salts, though quite satisfactory under the respect of their use at low concentrations, exhibit the shortcoming of forming incrustations in the engine combustion chambers.
- On the other hand, the alkaline earth metal salts of the fatty acids aforementioned do not exhibit the incrustation drawback, but should be used in higher concentrations: in addition, such magnesium salts are poorly soluble in an aqueous environment.
- It has been further ascertained, therefore, that, by using an appropriate combination of the sodium and the magnesium salt of a higher unsaturated fatty acid, thermodynamically stable microemulsions can be obtained, which do not exhibit the incrustation defect.
- Moreover, it has been found that optimum results can be obtained if the weight ratio of the unsaturated higher fatty acid sodium salt to the unsaturated higher fatty acid magnesium salt is comprised between 90:10 and 40:60.
- A preferred composition prepared according to this principle contains, still on a weight basis, from 69% to 75.5% of a conventional Diesel fuel, from 17% to 19% of fusel oil, from 3.5% to 10% of water, and from 2% to 4% of a mixture of sodium and magnesium salts of unsaturated higher fatty acids containing from 16 to 24 carbon atoms, in the weight ratio of the former to the latter of from 90:10 to 40:60.
- As hereinbefore, the percentage of fusel oil is reckoned on an anhydrous weight basis, and the precentage of water includes the water contained in the fusel oil as an impurity.
- The Diesel fuel is any conventional fuel and ASTM ? 2 is preferred, as it is the most widely used for commercial and agricultural vehicles.
- As outlined hereinbefore, raw fusel oil can safely be used, with economical and practical advantage.
- The preferred weight ratio of the sodium salt to the magnesium salt is comprised between 60:40 and 30:70 and still more preferred is a blend of sodium salt and magnesium salt in the weight proportions of 50:50, which gives the best desirable results in terms of microemulsion formation and reduction of the incrustation phenomena.
- Therefore, a preferred suggested composition contains, on a weight basis, 73,1% of Diesel fuel, 18,3% of fusel oil, 6% of water and 2,6% of a surface-active agent consisting of a 50:50 by weight blend of sodium and magnesium salt of a higher unsaturated fatty acid having from 16 to 24 carbon atoms.
- Compositions have been prepared, using the same Diesel fuel and the same fusel oil as used for Examples 1 to 3 hereof, to prepare the compositions of the ensuing Examples 4 to 8, and the blending procedure is the same as outlined hereinabove.
- A blend of Diesel fuel and fusel oil is prepared, the weight ratio of the former to the latter being 4:1.
- The concentration of surface-active agent, which is magnesium oleate, and the corresponding concentration of water which produce a thermodynamically stable microemulsion are reported in the plot marked in the single Figure of the drawing.
- In the plot, the ordinate is the concentration, in percent by weight, of the surface-active agent, and the abscissa is the concentration of water, also in percentage by weight.
- As in Example 4, but the surface-active agent is a 30:70 blend, on a weight basis, of sodium oleate and magnesium oleate.
- The results are plotted in the plot of the single Figure of the drawing.
- The procedure is that of Example 4, and the surface-active agent, here, is a 50:50 by weight blend of sodium oleate and magnesium oleate.
- The results are displayed by the plot marked in the single Figure of the drawing.
- The procedure is that of Example 4 again, and the surface-active agent is a 70:30 by weight blend of sodium oleate and magnesium oleate.
- The results are displayed by the plot marked in the drawing.
- Using the procedure of Example 4 once again, the surface-active agent is sodium oleate alone.
- The results are shown by the plot on the drawing.
- The criticality of the weight ratio of the sodium salt to the magnesium salt of a higher unsaturated fatty acid as defined above is demonstrated.
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT88202480T ATE71404T1 (en) | 1987-12-04 | 1988-11-07 | HYBRID FUEL COMPOSITION. |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2288387 | 1987-12-04 | ||
IT22883/87A IT1223403B (en) | 1987-12-04 | 1987-12-04 | Diesel fuel compsn. |
IT1950988 | 1988-02-24 | ||
IT8819509A IT1215944B (en) | 1988-02-24 | 1988-02-24 | Diesel fuel compsn. |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0319059A2 EP0319059A2 (en) | 1989-06-07 |
EP0319059A3 EP0319059A3 (en) | 1989-08-16 |
EP0319059B1 true EP0319059B1 (en) | 1992-01-08 |
Family
ID=26327194
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP88202480A Expired - Lifetime EP0319059B1 (en) | 1987-12-04 | 1988-11-07 | Hybrid diesel fuel composition |
Country Status (5)
Country | Link |
---|---|
US (1) | US4968320A (en) |
EP (1) | EP0319059B1 (en) |
DE (1) | DE3867609D1 (en) |
ES (1) | ES2030846T3 (en) |
GR (1) | GR3003935T3 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999003953A1 (en) * | 1997-07-15 | 1999-01-28 | Infineum Usa L.P. | Improved fuel oil compositions |
US8974553B2 (en) | 2012-03-29 | 2015-03-10 | Joseph Ried | Miscible diesel fuel ethanol composition |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4403830A1 (en) * | 1994-02-08 | 1995-08-10 | Schulte Hoette Martin | Use of fusel oil in fuel or motor fuel avoiding disposal problems |
AU4458797A (en) | 1997-09-15 | 1999-04-05 | Sofitech N.V. | Electrically conductive non-aqueous wellbore fluids |
US6793025B2 (en) * | 1998-01-08 | 2004-09-21 | M-I L. L. C. | Double emulsion based drilling fluids |
US6405809B2 (en) | 1998-01-08 | 2002-06-18 | M-I Llc | Conductive medium for openhold logging and logging while drilling |
CN104789276B (en) * | 2015-03-23 | 2016-08-17 | 舟山冉升能源科技有限公司 | Ship biogenic fuel oil and preparation method thereof |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0117915A2 (en) * | 1982-12-09 | 1984-09-12 | Union Carbide Corporation | Diesel fuels |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4012329A (en) * | 1973-08-27 | 1977-03-15 | Marathon Oil Company | Water-in-oil microemulsion drilling fluids |
US4539014A (en) * | 1980-09-02 | 1985-09-03 | Texaco Inc. | Low flash point diesel fuel of increased conductivity containing amyl alcohol |
US4451265A (en) * | 1981-04-21 | 1984-05-29 | The United States Of America As Represented By The Secretary Of Agriculture | Diesel fuel-aqueous alcohol microemulsions |
US4451267A (en) * | 1982-09-29 | 1984-05-29 | The United States Of America As Represented By The Secretary Of Agriculture | Microemulsions from vegetable oil and aqueous alcohol with trialkylamine surfactant as alternative fuel for diesel engines |
US4585461A (en) * | 1984-08-01 | 1986-04-29 | Gorman Jeremy W | Method of manufacturing a diesel fuel additive to improve cetane rating |
US4539104A (en) * | 1984-08-07 | 1985-09-03 | Royce Jackson | Bucket elevator linkage for coarse coal washer |
US4668247A (en) * | 1985-09-25 | 1987-05-26 | Fusion Aided Combustion Technology International Corporation | Hydrogen energy releasing catalyst |
-
1988
- 1988-11-07 ES ES198888202480T patent/ES2030846T3/en not_active Expired - Lifetime
- 1988-11-07 EP EP88202480A patent/EP0319059B1/en not_active Expired - Lifetime
- 1988-11-07 DE DE8888202480T patent/DE3867609D1/en not_active Expired - Lifetime
- 1988-11-10 US US07/269,865 patent/US4968320A/en not_active Expired - Fee Related
-
1992
- 1992-02-28 GR GR920400359T patent/GR3003935T3/el unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0117915A2 (en) * | 1982-12-09 | 1984-09-12 | Union Carbide Corporation | Diesel fuels |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999003953A1 (en) * | 1997-07-15 | 1999-01-28 | Infineum Usa L.P. | Improved fuel oil compositions |
US6652609B1 (en) | 1997-07-15 | 2003-11-25 | Exxon Chemical Patents Inc | Fuel oil compositions |
US8974553B2 (en) | 2012-03-29 | 2015-03-10 | Joseph Ried | Miscible diesel fuel ethanol composition |
Also Published As
Publication number | Publication date |
---|---|
DE3867609D1 (en) | 1992-02-20 |
GR3003935T3 (en) | 1993-03-16 |
EP0319059A2 (en) | 1989-06-07 |
US4968320A (en) | 1990-11-06 |
ES2030846T3 (en) | 1992-11-16 |
EP0319059A3 (en) | 1989-08-16 |
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